Beachfront holiday rental in Simpson Bay
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Top-rated beachfront accommodation in Simpson Bay
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Lowlands, Sint Maarten
4.97 out of 5 average rating, 113 reviewsCupecoy Garden Side
7–14 Nov
Condo in Saint Martin , St. Martin
4.86 out of 5 average rating, 109 reviews2 Bedroom Duplex up to 5 guests right on the beach
15–22 Apr
Apartment in Pelican Key, Sint Maarten
4.83 out of 5 average rating, 29 reviewsGated Oasis in Pelican Key
24 Jun – 1 Jul
Villa in Simpson Bay, Sint Maarten
4.98 out of 5 average rating, 41 reviewsWaterfront "BONJOUR" Beacon Hill St Maarten
31 Jul – 7 Aug
Apartment in Simpson Bay, Sint Maarten
4.89 out of 5 average rating, 46 reviewsSimpson Bay apartment-free parking, great location
27 Nov – 4 Dec
Home in Collectivité de Saint-Martin, St. Martin
4.88 out of 5 average rating, 32 reviewsNew "Salty Beach" 1 bdr beachfront
29 Sep – 6 Oct
Condo in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsApartment Canelle
28 Dec – 4 Jan
Townhouse in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 72 reviewsHillside Beach Townhouse Simpson Bay
8–15 Dec
Beachfront home rentals with a pool
Cottage in Cul-de-Sac, St. Martin
4.98 out of 5 average rating, 101 reviewsVILLA JADE 2: WATERFRONT/ POOL
29 Nov – 6 Dec
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 56 reviewsBeach front luxury! Huge 2BR that has it all! 😍🤩😍
18–25 Oct
Apartment in Lowlands, Sint Maarten
4.83 out of 5 average rating, 18 reviewsThe Emerald at Maho
14–21 Aug
Apartment in Lowlands, Sint Maarten
4.94 out of 5 average rating, 16 reviewsA Maho Studio
8–15 Jun
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 29 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
21–28 Nov
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 16 reviewsRock Star Gem in Maho
23–30 Sep
Condo in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 63 reviewsHolidays in the Paradise on the Beach
25 Aug – 1 Sep
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 14 reviewsBeachfront Caribbean Breeze in Paradise, SXM
22–29 Oct
Private beachfront home rentals
Condo in Simpson Bay, Sint Maarten
4.94 out of 5 average rating, 18 reviewsBeachside Escape
15–22 Jul
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsOCEAN FRONT Steps From BEACH!
7–14 Jul
Guesthouse in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 96 reviewsSimpson Bay Beach Apartment. Topdeck. Ocean View
15–22 Apr
Condo in Simpson Bay, Sint Maarten
4.97 out of 5 average rating, 35 reviewsHamaka condo, a beachfront retreat on Simpson Bay
30 Mar – 6 Apr
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 26 reviewsLe Papillon -Modern, beachfront, 550sq. ft terrace
2–9 Aug
Condo in Maho Beach, Sint Maarten
4.81 out of 5 average rating, 21 reviewsVilla Spice For Life SXM
27 Nov – 4 Dec
Apartment in Cole Bay, Sint Maarten
4.95 out of 5 average rating, 22 reviewsRoyal Palm Hilton SXM
7–14 Jun
Guesthouse in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 23 reviewsNew! Apartment with ocean view#4
17–24 Apr
Quick stats about beachfront rentals in Simpson Bay
Total rentals
110 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5K reviews
Nightly prices starting at
$135 NZD before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Baie Nettlé Holiday rentals
- Maho Beach Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Anse Marcel Holiday rentals
- Mont Vernon Holiday rentals
- San Juan Holiday rentals
- Beachfront rentals Saint Martin
- Beachfront rentals Sint Maarten
- Beachfront rentals Sint Maarten
- Beachfront rentals Saint Barthélemy
- Serviced apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Pet-friendly rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
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- Rentals with a hot tub Simpson Bay
- Monthly Rentals Simpson Bay
- Waterfront rentals Simpson Bay
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- Rentals with pools Simpson Bay
- Kid-friendly rentals Simpson Bay
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